Wailea, HI Homes

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  $1,499,000 Open Thu 11:30AM - 5:30PM

  • 2 Beds
  • 2 Baths
  • 1,194 Sq Ft

  3150 Wailea Alanui Dr Unit 3507, Kihei, HI 96753

  Wailea Palms 3507 is an exquisitely remodeled 2-bedroom, 2-bathroom residence offering serene ocean views and a lush tropical backdrop. Tucked away in a secluded, private location at the north end of this gated community, the home provides a sense of exclusivity and tranquility. Every detail has been thoughtfully curated, featuring top-of-the-line materials, high-end appliances, and sophisticated

  

  Marcus Nygren

  Coldwell Banker Island Prop(S)

  (808) 755-2476

  3150 Wailea Alanui Dr Unit 3507, Kihei, HI 96753
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  $11,000 per month

  • 3 Beds
  • 3 Baths
  • 1,574 Sq Ft
  • Condo for Rent

  197 Holokahiki Ln Unit 104, Wailea, HI 96753

  Just moments from the iconic Four Seasons Resort in Wailea, this fully redesigned townhome offers exceptional access to world-class oceanfront amenities while maintaining privacy within the prestigious Makalii community. This 3-bedroom, 3-bath residence with a 2-car garage is a high-elevation corner unit, providing enhanced privacy, full south-facing exposure, and dynamic ocean views with

  197 Holokahiki Ln Unit 104, Wailea, HI 96753
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  $3,450,000 Sold May 30, 2025

  4000 Wailea Alanui Dr Unit 2004, Kihei, HI 96753

  • 2 Beds
  • 3 Baths
  • 1,732 Sq Ft
  • Built 1987

  Last Sold Summary

  • 21% Below List Price
  • $1,992/SF
  • 323 Days On Market

  Current Estimated Value $3,467,684

  Last Listing Agent Dano Sayles Coldwell Banker Island Prop(S)

  4000 Wailea Alanui Dr Unit 2004, Kihei, HI 96753
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft

  2695 S Kihei Rd Unit 5-401, Kihei, HI 96753

  2695 S Kihei Rd Unit 5-401, Kihei, HI 96753
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  $3,850,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,038 Sq Ft

  4850 Makena Alanui Unit B304, Kihei, HI 96753

  Experience refined beachfront living at Makena Surf, a gated oceanfront community in one of South Maui’s most private and coveted settings. This beautifully updated 2-bedroom, 2-bath residence offers unobstructed panoramic ocean views and sits directly on Po’olenalena (Chang’s) Beach, where golden sand and year-round sunsets become part of your daily routine. Positioned across from the renowned

  

  Aubrey Christopher

  Keller Williams Realty Maui-Ka

  (808) 353-8640

  4850 Makena Alanui Unit B304, Kihei, HI 96753
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  /23

  $6,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft
  • Townhouse for Rent

  380 Kai Malu Place, Kihei, HI 96753

  This property at 380 Kai Malu Pl features 3 bedrooms and 2.5 bathrooms within a total living space of 1,852 square feet. The living room offers ample space for relaxation and entertainment, while the kitchen includes modern amenities for convenience. Each bedroom is designed for comfort, with adequate storage options. The bathrooms are equipped with both tub and shower facilities. Additional

  380 Kai Malu Place, Kihei, HI 96753
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  $1,725,000 Sold Feb 27, 2025

  3300 Wailea Alanui Dr Unit 6E, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 952 Sq Ft
  • Built 1976

  Last Sold Summary

  • 1% Below List Price
  • $1,812/SF
  • 3 Days On Market

  Current Estimated Value $1,637,144

  Last Listing Agent Jolanta Frazier Coldwell Banker Island Prop(S)

  3300 Wailea Alanui Dr Unit 6E, Kihei, HI 96753
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  Est $1,090,602 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 98,838 Sq Ft

  2757 S Kihei Rd Unit 803, Kihei, HI 96753

  2757 S Kihei Rd Unit 803, Kihei, HI 96753
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  $1,150,000

  • 2 Beds
  • 2 Baths
  • 1,214 Sq Ft

  2777 S Kihei Rd Unit 203, Kihei, HI 96753

  Step into the comfort and charm of Maui Kamaole F-203, a beautifully refreshed 2-bedroom, 2-bath condo located in one of South Maui’s most desirable resort-style communities. This unit is currently booked out past February, which could transfer to the new owner. This spacious 1,214 sq. ft. unit was thoughtfully updated in 2025 with brand-new carpet and fresh interior paint. The kitchen and

  

  Steve Landin

  Keller Williams Realty Maui-Ka

  (808) 353-5926

  2777 S Kihei Rd Unit 203, Kihei, HI 96753
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  $4,150 per month

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft
  • Condo for Rent

  3950 Kalai Waa St Unit M202, Kihei, HI 96753

  3950 Kalai Waa St Unit M202, Kihei, HI 96753
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  $1,565,000 Sold Aug 08, 2025

  2715 Puu Hoolai St, Kihei, HI 96753

  • 6 Beds
  • 5 Baths
  • 3,248 Sq Ft
  • Built 1996

  Last Sold Summary

  • 15% Below List Price
  • $482/SF
  • 122 Days On Market

  Current Estimated Value $1,694,160

  Last Listing Agent Ralph Gorgoglione Maui Life Homes Inc

  2715 Puu Hoolai St, Kihei, HI 96753
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  Est $536,180 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 750 Sq Ft

  160 Keonekai Rd Unit 8-204, Kihei, HI 96753

  160 Keonekai Rd Unit 8-204, Kihei, HI 96753
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  $950,000

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 10-103, Kihei, HI 96753

  Kamaole Sands Residence 10-103 is a one-bedroom, two-bathroom ground-floor vacation rental condominium located in one of the most desirable locations in the complex. Residence 10-103 boasts the largest covered lanai Kamaole Sands has to offer. Oriented Northwest, this property takes full advantage of year-round sunsets, sun exposure, and West Maui Mountain views. Residence 10-103 features

  

  Michael Mulski

  Pacific Image Properties

  (808) 865-0580

  2695 S Kihei Rd Unit 10-103, Kihei, HI 96753
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  $850,000 Sold Mar 20, 2025

  4400 Makena Rd Unit 201, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,238 Sq Ft
  • Built 1981

  Last Sold Summary

  • 5% Below List Price
  • $687/SF
  • 143 Days On Market

  Current Estimated Value $3,725,403

  Last Listing Agent Don McEntire McEntire Realty

  4400 Makena Rd Unit 201, Kihei, HI 96753
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  Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 653,400 Sq Ft

  2695 S Kihei Rd Unit 5-207, Kihei, HI 96753

  2695 S Kihei Rd Unit 5-207, Kihei, HI 96753
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  $575,000

  • 3 Beds
  • 2 Baths
  • 1,035 Sq Ft

  2747 S Kihei Rd Unit E308, Kihei, HI 96753

  Located across the street from one of Maui's best beaches, welcome to Kihei Shores E308, the most affordable 3 bedroom condo on Maui! A clean top-floor, 3-bedroom, 2-bath condo in the desirable South Maui area. This residential condo features a new AC, upgraded bathroom vanities, sleek laminate wood flooring, built-in closet organizers, stripped popcorn ceilings, recent paint work and lighted

  

  Jyoti Graziano

  eXp Realty

  (808) 793-5249

  2747 S Kihei Rd Unit E308, Kihei, HI 96753
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  $470,000 Sold Oct 10, 2025

  2747 S Kihei Rd Unit B106, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 719 Sq Ft
  • Built 1992

  Last Sold Summary

  • 5% Below List Price
  • $654/SF
  • 8 Days On Market

  Current Estimated Value $472,115

  Last Listing Agent Marilyn Steinmetz AOK Properties LLC

  2747 S Kihei Rd Unit B106, Kihei, HI 96753
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  Est $2,689,238 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,741 Sq Ft

  3408 Hookipa Place, Kihei, HI 96753

  3408 Hookipa Place, Kihei, HI 96753
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  $1,300,000

  • 2 Beds
  • 2 Baths
  • 1,194 Sq Ft

  3150 Wailea Alanui Dr Unit 3508, Kihei, HI 96753

  Wailea Palms 3508 is a top floor, 2-bed/2-bath unit situated in the lower quiet area of the complex. 3508 has a desired north facing location allowing for maximum use of the nearly 300 sq ft partially covered lanai! There are wonderful ocean views with west Maui in the background from the primary bedroom, lanai, and living room. The unit has a tastefully remodeled kitchen with stainless steel

  

  Marcus Nygren

  Coldwell Banker Island Prop(S)

  (808) 556-8995

  3150 Wailea Alanui Dr Unit 3508, Kihei, HI 96753
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  $2,300,000 Sold Jan 16, 2026

  3600 Wailea Alanui Dr Unit 1101, Kihei, HI 96753

  • 1 Bed
  • 1 Bath
  • 891 Sq Ft
  • Built 1977

  Last Sold Summary

  • 13% Below List Price
  • $2,581/SF
  • 167 Days On Market

  Current Estimated Value $2,582,134

  Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC

  3600 Wailea Alanui Dr Unit 1101, Kihei, HI 96753
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  Est $542,994 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 756 Sq Ft

  160 Keonekai Rd Unit 17-102, Kihei, HI 96753

  160 Keonekai Rd Unit 17-102, Kihei, HI 96753
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  $3,495,000

  • 2 Beds
  • 2 Baths
  • 1,347 Sq Ft

  3600 Wailea Alanui Dr Unit 2201, Kihei, HI 96753

  Aloha from Wailea Elua; Wailea Elua is one of Wailea's premier properties with direct beach/ocean access that is HOTEL/RESORT ZONED :)!! This allows owners the ability to "Short Term Vacation Rental" to generate income!! This is an added premium valuation in todays market - as all and any Maui properties from here on will be zoned for long term rental only. Situated on twenty-five acres with

  Bruce McDonald Coldwell Banker Island Prop(S)

  3600 Wailea Alanui Dr Unit 2201, Kihei, HI 96753
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  $1,690,000 Sold Nov 24, 2025

  2960 S Kihei Rd Unit 209, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 767 Sq Ft
  • Built 1973

  Last Sold Summary

  • 16% Below List Price
  • $2,203/SF
  • 121 Days On Market

  Current Estimated Value $1,739,322

  Last Listing Agent Brett Christiansen Compass-W

  2960 S Kihei Rd Unit 209, Kihei, HI 96753
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  Est $562,004 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 673,002 Sq Ft

  160 Keonekai Rd Unit 16-104, Kihei, HI 96753

  160 Keonekai Rd Unit 16-104, Kihei, HI 96753
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  $1,889,000

  • 3 Beds
  • 3 Baths
  • 1,910 Sq Ft

  161 Wailea Ike Place Unit C203, Kihei, HI 96753

  Where the Ocean Becomes Your Backdrop and Wailea Becomes Your Everyday. Wailea Town Center C-203 is a rare offering, blending the privacy of a boutique residential enclave with the panoramic beauty of the Pacific and the unmatched convenience of Wailea’s vibrant core. From this vantage point above it all, life unfolds in color, sunlight dancing across the sea, the silhouette of Kaho?olawe on the

  Jeannie Kong-Evarts Maui Real Estate Advisors LLC

  161 Wailea Ike Place Unit C203, Kihei, HI 96753
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  $2,475,000 Sold Jun 20, 2025

  72 Kainui Loop Unit 70A, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,796 Sq Ft
  • Built 2008

  Last Sold Summary

  • 17% Below List Price
  • $1,378/SF
  • 171 Days On Market

  Current Estimated Value $2,569,943

  Last Listing Agent Carla Lorimor Polaris Pacific

  72 Kainui Loop Unit 70A, Kihei, HI 96753
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  Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 653,400 Sq Ft

  2695 S Kihei Rd Unit 7-101, Kihei, HI 96753

  2695 S Kihei Rd Unit 7-101, Kihei, HI 96753
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  $4,299,000

  • 3 Beds
  • 4 Baths
  • 2,426 Sq Ft

  24 Hoolei Cir Unit T2, Kihei, HI 96753

  Welcome to Ho'olei T2, a rare hotel-zoned luxury townhome in Wailea, offering unparalleled vacation rental potential. This 3 bed, 3.5 bath 2,426 sq. ft. residence boasts a spacious open floor plan, gourmet kitchen with Sub-Zero & Wolf appliances, and a private elevator for effortless access. The expansive lanai is equipped with a built-in BBQ, seamlessly blending indoor and outdoor living amidst

  Mike Marshall Real Broker

  24 Hoolei Cir Unit T2, Kihei, HI 96753
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  $650,000 Sold Aug 21, 2025

  3950 Kalai Waa St Unit M102, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft
  • Built 1998

  Last Sold Summary

  • 13% Below List Price
  • $685/SF
  • 92 Days On Market

  Current Estimated Value $916,714

  Last Listing Agent Gary Mooers Coldwell Banker Island Prop(S)

  3950 Kalai Waa St Unit M102, Kihei, HI 96753
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  Est $608,119 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 673,002 Sq Ft

  160 Keonekai Rd Unit 11-103, Kihei, HI 96753

  160 Keonekai Rd Unit 11-103, Kihei, HI 96753
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  $4,999,000

  • 3 Beds
  • 4 Baths
  • 2,426 Sq Ft

  99 Hoolei Cir Unit E5, Kihei, HI 96753

  Special properties like Ho’olei Villa 99-5 rarely become available. A premier top-row, turn-key townhome with one of the best locations in the entire community! When you get up to the 4th tier of the Ho'olei neighborhood, you can see clearly over the Grand Wailea Resort and the Four Seasons Wailea. With the 180-degree view, gorgeous sunsets are enjoyed year-round. Each of the 3 bedrooms in this

  Dano Sayles Coldwell Banker Island Prop(S)

  99 Hoolei Cir Unit E5, Kihei, HI 96753
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  $2,100,000 Sold May 23, 2025

  166 Heleuma Place, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 2,056 Sq Ft
  • Built 1988

  Last Sold Summary

  • 25% Below List Price
  • $1,021/SF
  • 103 Days On Market

  Current Estimated Value $2,156,611

  Last Listing Agent Christine Hamilton Coldwell Banker Island Prop(S)

  166 Heleuma Place, Kihei, HI 96753
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  Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 5-107, Kihei, HI 96753

  2695 S Kihei Rd Unit 5-107, Kihei, HI 96753
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  $2,550,000

  • 4 Beds
  • 3 Baths
  • 3,195 Sq Ft

  199 E Ikea Moku Place, Kihei, HI 96753

  Welcome to 199 E. Ikea Moku Place, a refined Wailea residence offering the perfect blend of privacy, comfort, and world-class surroundings. Located on a quiet cul-de-sac in the prestigious gated enclave of Wailea Kialoa, this 3,195 sq. ft. home is perfectly positioned to capture sweeping views of the Pacific, outer islands, and Maui’s radiant southern coast. Here, life unfolds to the rhythm of

  Robbie Dein Maui Real Estate Advisors LLC

  199 E Ikea Moku Place, Kihei, HI 96753
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  $1,636,000 Sold May 19, 2025

  2715 Kauhale St, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 2,509 Sq Ft
  • Built 1987

  Last Sold Summary

  • 14% Below List Price
  • $652/SF
  • 135 Days On Market

  Current Estimated Value $1,679,870

  Last Listing Agent Miranda Watson Coldwell Banker Island Prop-Ku

  2715 Kauhale St, Kihei, HI 96753
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  Est $585,684 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 673,002 Sq Ft

  160 Keonekai Rd Unit 9-204, Kihei, HI 96753

  160 Keonekai Rd Unit 9-204, Kihei, HI 96753
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  $3,495,000

  • 3 Beds
  • 3 Baths
  • 1,802 Sq Ft

  244 Holomoana Way Unit 17B, Wailea, HI 96753

  Makalii at Wailea 17B is a standout villa commanding the premier ocean-view position in the entire development, offering unobstructed, sweeping vistas of the Pacific, Molokini, and Kahoolawe. Elevated and ideally oriented, this residence captures Maui’s most iconic sunsets and seasonal whale activity from the comfort of home. Equally impressive is the interior, where impeccably curated,

  Max Blair Coldwell Banker Island Prop(S)

  244 Holomoana Way Unit 17B, Wailea, HI 96753
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  $1,260,000 Sold Mar 14, 2025

  3950 Kalai Waa St Unit S201, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft
  • Built 1998

  Last Sold Summary

  • $1,328/SF
  • 0 Days On Market

  Current Estimated Value $1,221,233

  Last Listing Agent Ken Smith Coldwell Banker Island Prop(S)

  3950 Kalai Waa St Unit S201, Kihei, HI 96753
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 750 Sq Ft

  160 Keonekai Rd Unit 16-202, Kihei, HI 96753

  160 Keonekai Rd Unit 16-202, Kihei, HI 96753
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  $2,595,000

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft

  20 Hoohale St, Kihei, HI 96753

  20 Hoohale is a beautifully appointed single-story home in the sought-after Kilohana Ridge community, just moments from the world-renowned Keawakapu Beach. This 3-bed, 2-bath furnished residence sits at the end of a private driveway, creating a serene retreat with exceptional privacy! Enjoy the best of Maui living with a sparkling saltwater pool, outdoor shower, and a covered lanai ideal for

  Andrea Olson Coldwell Banker Island Prop(S)

  20 Hoohale St, Kihei, HI 96753

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